CHEBI:66495 - YM-47142

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ChEBI Name YM-47142
ChEBI ID CHEBI:66495
Definition A 18-membered cyclodepsipeptide isolated from the culture broth of Flexibacter. It exhibits potent inhibitory activity against human leukocyte elastase (EC 6.5.1.1.).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C43H64N8O13
Net Charge 0
Average Mass 901.01410
Monoisotopic Mass 900.45928
InChI InChI=1S/C43H64N8O13/c1-20(2)15-27-35(55)36(56)42(62)49-28(16-21(3)4)38(58)48-30(19-31(44)53)37(57)45-23(7)43(63)64-25(9)34(41(61)47-27)51-40(60)33(24(8)52)50-39(59)29(46-32(54)17-22(5)6)18-26-13-11-10-12-14-26/h10-14,20-25,27-30,33-34,52H,15-19H2,1-9H3,(H2,44,53)(H,45,57)(H,46,54)(H,47,61)(H,48,58)(H,49,62)(H,50,59)(H,51,60)/t23-,24-,25-,27+,28+,29+,30+,33+,34+/m1/s1
InChIKey WDOYVAJHZHVZQI-KNFAUAPHSA-N
SMILES [H][C@]1(NC(=O)[C@@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)CC(C)C)[C@@H](C)O)[C@@H](C)OC(=O)[C@@H](C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)C(=O)C(=O)[C@H](CC(C)C)NC1=O
Metabolite of Species Details
Flexibacter (NCBI:txid1005) of strain Q17897 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 3.4.21.37 (leukocyte elastase) inhibitor
An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the activity of leukocyte elastase (EC 3.4.21.37).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing YM-47142 (CHEBI:66495) has role antimicrobial agent (CHEBI:33281)
YM-47142 (CHEBI:66495) has role EC 3.4.21.37 (leukocyte elastase) inhibitor (CHEBI:64922)
YM-47142 (CHEBI:66495) has role metabolite (CHEBI:25212)
YM-47142 (CHEBI:66495) is a cyclodepsipeptide (CHEBI:35213)
YM-47142 (CHEBI:66495) is a macrocycle (CHEBI:51026)
IUPAC Name
N-(3-methylbutanoyl)-L-phenylalanyl-N-[(3R,6S,9S,14S,17S,18R)-6-(2-amino-2-oxoethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,5,8,11,12,13,16-heptaoxo-1-oxa-4,7,10,15-tetraazacyclooctadecan-17-yl]-L-threoninamide
Registry Number Type Source
7461361 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
8557598 PubMed citation Europe PMC
8557599 PubMed citation Europe PMC
Last Modified
18 October 2012